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Featured Villas in Southwest Florida and around

Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (265)
"Very nice place with all necesary accommodations for a Pleasant stay. "
The price is €176
includes taxes & fees
15 Oct - 16 Oct
Matlacha Tiny Village
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
10.0 out of 10, Exceptional, (29)
"Enjoyed our stay."
The price is €246
includes taxes & fees
14 Oct - 15 Oct
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
9.8 out of 10, Exceptional, (57)
"The home was clean, nicely appointed, in a nice neighborhood, and very convenient to local attractions."
The price is €272
includes taxes & fees
14 Oct - 15 Oct
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
10.0 out of 10, Exceptional, (114)
"House was clean, and beds were comfortable. We mainly played in the pool. Nice location (close to center Bonita Springs). The artwork and sculptures were nice. Overall a good place to stay."
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Vacay in Luxury! 2 mins to the Beach!
9.8 out of 10, Exceptional, (65)
"Great place to stay. The staff was very communicative & made the process very easy. Great place for a stay at the beach. Highly recommended. "
The price is €283
includes taxes & fees
21 Oct - 22 Oct
Vacay in Luxury! 2 mins to the Beach!
Waterview Vacation Retreat Close To Ocean
10.0 out of 10, Exceptional, (9)
"We stayed 2 weeks and this house was comfortable, had all the items we needed to cook, clean, and relax. It was a quick and easy drive to some really beautiful beaches and great restaurants! The host was easy to contact and responsive to our questions. Would absolutely book again! Perfect for our family and our dog. "
The price is €263
includes taxes & fees
14 Oct - 15 Oct
Waterview Vacation Retreat Close To Ocean
River Wilderness Waterfront Cabins
2.5 star property
8.6 out of 10, Excellent, (268)
"I would recommend this place for pure rest and relaxation "
The price is €231
includes taxes & fees
14 Oct - 15 Oct
River Wilderness Waterfront Cabins
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
2.0 star property
9.2 out of 10, Wonderful, (11)
"Perfect spot for golf tournament. "
The price is €383
includes taxes & fees
14 Oct - 15 Oct
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
9.8 out of 10, Exceptional, (20)
"This property is amazing!"
The price is €246
includes taxes & fees
14 Oct - 15 Oct
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
❤️️Luxury Villa in Englewood, Private Pool 😎, Game Room, 6 mins to Beaches
10.0 out of 10, Exceptional, (2)
"The house is spotlessly clean and beautifully decorated. Extremely comfortable with every possible amenity. Quiet neighborhood close to the beaches. The hosts were easily accessible. Top rating!! We will definitely return."
The price is €334
includes taxes & fees
15 Oct - 16 Oct
❤️️Luxury Villa in Englewood, Private Pool 😎, Game Room, 6 mins to Beaches
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
9.6 out of 10, Exceptional, (14)
"The house was perfect for our stay. Everything was nice and clean, access was very simple and everything we needed was right there!"
The price is €443
includes taxes & fees
14 Oct - 15 Oct
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
Beautiful house with lake view
10.0 out of 10, Exceptional, (10)
"This villa was so cozy and accommodating for my family! They had everything we needed for our stay and much more!"
The price is €209
includes taxes & fees
25 Oct - 26 Oct
Beautiful house with lake view
Flamingo's Nest at the Beach Shack. Just one block from the beach!
10.0 out of 10, Exceptional, (39)
"Location was great, property condition is excellent!"
The price is €291
includes taxes & fees
14 Oct - 15 Oct
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Massive Cali King Villa | Heated Saltwater Pool
9.0 out of 10, Wonderful, (6)
"Spacious home, so many ammenities,Would come again!"
The price is €416
includes taxes & fees
14 Oct - 15 Oct
Massive Cali King Villa | Heated Saltwater Pool
Pet Friendly Canal Front 3-Bedroom Grand Villa with Pool, Linai and Dock
2.0 star property
10.0 out of 10, Exceptional, (5)
"I really enjoyed the house and location. "
The price is €348
includes taxes & fees
27 Oct - 28 Oct
Pet Friendly Canal Front 3-Bedroom Grand Villa with Pool, Linai and Dock
Turtle Cay at The Beach Shack! Come On Down!
10.0 out of 10, Exceptional, (43)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
The price is €299
includes taxes & fees
10 Nov - 11 Nov
Turtle Cay at The Beach Shack! Come On Down!
Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun
9.8 out of 10, Exceptional, (36)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
The price is €331
includes taxes & fees
19 Oct - 20 Oct
Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun
Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!
10.0 out of 10, Exceptional, (1)
"Communication with the host was so easy. She was very responsive to all messages and even gave us some recommendations for dining out. Extra nice touch of leaving some snacks and bottled water out. Plenty of towels and linens provided. Ample parking. Nice little patio to enjoy the beautiful weather. We definitely plan to be back!"
The price is €168
includes taxes & fees
19 Oct - 20 Oct
Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!
Luxury Villa "Lighthouse" Across from the Beach
9.6 out of 10, Exceptional, (35)
"We had a great time while in Sanibel. The property was very nice and close to our beloved beach. "
The price is €464
includes taxes & fees
10 Nov - 11 Nov
Luxury Villa "Lighthouse" Across from the Beach
Last minuete July Specials!
9.0 out of 10, Wonderful, (38)
"We had a wonderful time! Thank you! "
The price is €442
includes taxes & fees
16 Oct - 17 Oct
Last minuete July Specials!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwest Florida Hotel Reviews

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Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between and per night. Whatever your budget, you'll find something that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Southwest Florida?
Take your pick of villas in Southwest Florida. Whether you're getting away with the kids or your favourite friends, and wherever you're venturing, Expedia makes it a cinch to find the ideal space.
Why book your villa in Southwest Florida with Expedia?
We think arranging a holiday shouldn't be complicated, so if you're in search of villas at an affordable price, Expedia delivers. Stick to the budget and opt for an all-inclusive stay, or splurge on a 5-star villa to treat your sweetheart. Our handy filters make it easy to find a place in Southwest Florida that checks your boxes.
How can I find cheap villas in Southwest Florida?
Expedia is here to help you locate cheap villas in Southwest Florida. Use the filter tool to choose amenities, star rating and budget to refine your search and find the perfect stay in a matter of clicks.
What is there to do near my villa in Southwest Florida?
The most important travel accessory for your Southwest Florida getaway is a fabulous itinerary! Henry B. Plant Museum, Orpheum Theatre and David A. Straz Jr. Centre for the Performing Arts are some of the top things to do if you're staying in Tampa. Sarasota also lures travellers with its superb attractions, such as Sarasota BayWalk. Want to explore more? Carve out some time for Ed Smith Stadium and Robert L. Taylor Community Complex too.

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